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Find Asphalt shingle roofing installers and replacers in Chestertown

Avatar for CHESAPEAKE ROOFING WINDOWS & SIDING
CHESAPEAKE ROOFING WINDOWS & SIDING
4.9(
97
)

Serving Chestertown, MD and surrounding areas

Angi Approved

In business since 1987

Free estimates

Warranties offered

"David and his window installation team are incredibly hard working and professional. They have a strong commitment to excellence and work diligently to ensure everything is done well. David answers questions and explains options thoroughly. We would definitely do business with Chesapeake Roofing in the future based on our experience."
Additional Photos
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Additional Photos

+45

Response time1 day
Response rate86%
5 neighbors recently requested a quote
Avatar for Roofing Pups, Roofing & Siding
Roofing Pups, Roofing & Siding
4.9(
48
)

Serving Chestertown, MD and surrounding areas

Angi Approved

Super Service Award Winner

In business since 1994

Free estimates

Credit card accepted

"Highly recommend. Roofing Pups executed a flawless and expedited roof replacement with the utmost professionalism from start to finish for a reasonable price. Eric, the technician who handled the initial scoping and quoting, was honest, transparent, and provided clear pricing with no hidden costs. Heather coordinated the project and kept me well informed on scheduling and status leading up to installation day. The crew arrived promptly at 7:00 AM, exactly as communicated by Heather, and conducted themselves in an extremely professional manner. Elvin kept me updated on progress throughout the day, and the team shared real-time progress photos via an active link, which I greatly appreciated. The roof installation and skylight replacements were completed efficiently and with high quality workmanship. The crew thoroughly cleaned up all debris and left not a single nail behind—especially important to me with a 3-year-old toddler at home."
Roof Install
ROOFING PUPS
ROOFING PUPS
ROOFING PUPS
PROJECTS

+4

Response time1 day
Response rate93%
486 neighbors recently requested a quote
Avatar for Spicer Bros. Construction Inc.
Spicer Bros. Construction Inc.
4.9(
64
)

Serving Chestertown, MD and surrounding areas

Angi Approved

In business since 2002

Free estimates

Warranties offered

"Pete and his team did an outstanding job from the moment they arrived until the final clean-up. What a hard working team! Pete did a great job communicating with me prior to the job and updating me throughout the day during the job. We love our new roof and the quality job! We were impressed with the clean up...not a single piece of trash was left behind!! I would highly recommend Pete and his team for any roofing job and would be pleased to serve as a reference to any potential future clients of Spicer Brothers."
Additional Photos
A sleek new shower with white simulated tile walls and chrome fixtures.
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Additional Photos
A beautiful new walk in shower installed with grab bars, shelves, a shower seat, and stylish black fixtures.

+9

Response time1 day
Response rate99%
43 neighbors recently requested a quote
Avatar for Complete Exteriors, LLC
Complete Exteriors, LLC
4.7(
65
)

Serving Chestertown, MD and surrounding areas

Angi Approved

Super Service Award Winner

In business since 1999

Free estimates

Warranties offered

"Complete Exteriors just replaced the vinyl siding on my house. Mike provided a detailed estimate at a very reasonable price. The foreman on the job, Douglas, discussed each phase of the work with me on a daily basis and his crew completed the job in four days. My wife and I are extremely pleased with the results, and will definitely use the firm again should the need arise."
Shingle Replacement
Shingle Replacement
Shingle Replacement
Shingle Replacement
Shingle Replacement

+10

Response time1 day
Response rate93%
24 neighbors recently requested a quote
Avatar for Power Home Remodeling
Power Home Remodeling
4.8(
695
)

Serving Chestertown, MD and surrounding areas

Angi Approved

Super Service Award Winner

In business since 1992

Free estimates

Warranties offered

"We have gone with power many times and are always happy with their professionalism and the quality of the product. We like that they communicate well, have financing options, and they are always super personable people. Shout-out to Jonathan for the cool suspenders."
Fresh Curb Appeal
Full Home Remodel - Siding, Windows, and Gutters
Fresh Curb Appeal
Full Home Remodel - Siding, Windows, and Gutters
Fresh Curb Appeal

+31

29 neighbors recently requested a quote
Recommended by92%of homeowners
Showing 1-10 of 16
FAQs for asphalt shingle roofing installation and replacement projects in Chestertown, MD

Roofing professionals can usually install a medium-sized asphalt shingle roof in two to three days. Installation time increases if your roof is particularly steep or difficult to access or has features like chimneys or skylights that roofers must work around.

Three-tab asphalt shingles usually have the lowest upfront cost of any roofing shingle material. They’re sturdy and typically last 15 to 20 years. However, they may have a shorter lifespan in especially hot or cold climates. Talk to a local roofing professional about the best materials for your climate. In some cases, materials with a higher upfront cost may save you more on repairs or replacements in the long run.

Start by multiplying the length by the width of your roof to calculate the square footage. Most shingle replacement costs $4 to $12 per square foot for materials and labor, depending on factors like the material and the slope of your roof. Once you know the size of your roof, you can calculate a rough estimate of total costs or contact a local roofing professional to provide you with a custom quote.

Asphalt shingles are generally considered to be a low-maintenance item. However, cleaning your asphalt roofing can help prolong the lifespan and keep it looking fresh. If you’re comfortable with DIY and have the proper equipment, you may be able to clean your asphalt shingles yourself. However, if you have an especially high or steep roof, it’s usually safer to hire a professional roof cleaner.

The Chestertown, MD homeowners’ guide to asphalt shingle roofing installations and replacements

From average costs to expert advice, get all the answers you need to get your job done.